Are Sam Prince And Olivia Bentley Dating? Made In Chelsea Stars Spark Fresh Romance Rumours

26 October 2026 | Entertainment News

Made in Chelsea stars Sam Prince and Olivia Bentley have left fans questioning whether their long-standing friendship has turned into a romance, following a series of affectionate social media appearances, public outings and a surprising suggestion that they are now living together.

The pair have been at the centre of relationship speculation since August 2026, when photographs from The Weeknd’s Wembley concert showed them getting particularly close.

Their subsequent Instagram posts, playful exchanges and a TikTok video featuring a forehead kiss have only intensified questions about their relationship.

However, despite the increasingly romantic appearances, Sam Prince and Olivia Bentley have not publicly confirmed that they are officially dating, according to the latest reporting available as of 26 October 2026.

In fact, both reality television personalities previously denied being romantically involved, leaving viewers wondering whether their relationship has genuinely changed or whether they are simply enjoying the attention surrounding their friendship.

The latest developments have made the situation particularly intriguing for followers of the E4 reality series, where Prince’s complicated dating history has frequently attracted attention.

Are Sam Prince and Olivia Bentley Actually Together?

The speculation took another turn on 29 September 2026, when entertainment reports highlighted a TikTok video in which Sam appeared to kiss Olivia on the forehead while holding her close.

Olivia accompanied the affectionate clip with the caption:

“I’ve got a roommate.”

The post immediately prompted questions about whether the two television personalities had moved in together.

For some fans, the video appeared to be another sign that their friendship had developed into something more serious.

Others were considerably more sceptical, suggesting that the pair were deliberately encouraging rumours without confirming an actual relationship.

According to reporting by The Sun, some viewers accused the duo of creating a misleading romantic storyline to generate attention on social media.

One commenter questioned whether the video was a joke, while another suggested the pair were deliberately provoking reactions from their audience.

Importantly, the video did not establish whether Sam and Olivia were genuinely sharing a home or whether the caption was intended as a joke.

The distinction matters because both stars have previously acknowledged how their natural chemistry can create the impression of a romantic relationship.

During an appearance on the Private Parts podcast in July 2026, Olivia addressed speculation directly.

“Sam and I, just to put this out there, are not in a relationship,” she said.

Sam supported her statement, replying: “No, definitely not.”

Olivia nevertheless acknowledged that their on-camera chemistry was particularly strong.

Those comments were made before several of their more recent public appearances, meaning they do not necessarily establish the current status of their relationship.

There has been no verified announcement from either star confirming that their earlier position has changed.

The rumours first intensified during August when the pair attended The Weeknd’s London concert and appeared affectionate in photographs shared online.

A series of pictures from a countryside walk subsequently showed Sam with his arm around Olivia, prompting another wave of speculation.

On 29 August, Olivia added to the discussion with an Instagram caption referencing her search for a “Prince charming”.

Sam responded affectionately in the comments, further encouraging speculation that the two were becoming romantically involved.

By 9 September, they were appearing together publicly at a special screening of The Love Hypothesis at London’s BFI Southbank, where they were photographed on the event’s red carpet.

Although none of these appearances independently proves that they are dating, their repeated public closeness explains why fans have continued to question the nature of their relationship.

Another interesting development came from fellow Made in Chelsea personalities Melissa Tattam and Ruby Adler.

During the 1 September episode of their Wednesdays podcast, the presenters discussed whether Sam and Olivia were secretly together.

One of the hosts revealed that she had personally asked Olivia about the rumours and that Olivia had denied being romantically involved.

The discussion also included speculation that the pair might have a romantic connection despite their insistence that they were friends.

The presenters acknowledged that Sam and Olivia appeared well suited to each other, but their observations were personal opinions rather than confirmation of a relationship.

Their conversation demonstrated how even people familiar with the Made in Chelsea social circle were struggling to interpret the couple-like behaviour.

What Have Dating Experts Said About Sam Prince’s Relationships?

Sam previously explored his approach to relationships during the 2025 series of Celebs Go Dating, where he sought guidance from professional dating specialists, including Paul C Brunson and Anna Williamson.

Speaking in an official Channel 4 interview ahead of that series, Sam explained that he wanted to understand why his earlier relationships had not worked out.

He also acknowledged that his experiences had encouraged him to reconsider how he approached romantic commitments.

Relationship coach Paul C Brunson, who worked on that series, has publicly emphasised the importance of authenticity when discussing dating and relationships.

“My through line with everything I do is authenticity,” Brunson explained in his Channel 4 interview in August 2025.

He also discussed how celebrities often face ordinary relationship difficulties, although their personal decisions are more likely to become public news.

Similarly, therapist and television dating expert Anna Williamson has previously spoken about the importance of understanding the individual behind a celebrity’s public image.

In her official Channel 4 interview, Williamson emphasised understanding the person “underneath the headlines, underneath the TV editing”.

Neither expert was offering a specific assessment of Sam and Olivia’s rumoured relationship in those interviews.

However, their comments provide relevant context for the difficulty of interpreting a reality television personality’s private life through public appearances alone.

Sam himself has previously described being a romantic and expressed hopes of eventually marrying and having children.

Whether Olivia forms part of those future plans remains unknown.

The speculation is further complicated by Sam’s romantic storylines on the latest series of Made in Chelsea.

In the autumn 2026 series, his developing connection with newcomer Maali Khan-Stokes became a prominent storyline.

The programme’s October episodes also featured further complications involving Maali and Zeyno Taylan, reinforcing the uncertainty surrounding his romantic life.

Because reality television episodes are recorded before broadcast, however, relationships shown on screen do not necessarily reflect the participants’ present-day circumstances.

That difference between filming timelines and real-time social media activity makes it especially difficult for viewers to determine who Sam is currently dating.

Olivia, meanwhile, previously dated investment banker Rory McIvor, with reports indicating that their relationship ended in 2025.

Sam’s earlier high-profile relationship with fellow Made in Chelsea personality Yasmine Zweegers ended in late 2024.

Both stars have therefore experienced public relationships and break-ups, making the possibility of a romance between two familiar personalities especially interesting to long-standing viewers.

For now, the evidence remains open to interpretation.

The affectionate TikTok videos, their appearances together and their flirtatious Instagram exchanges have given fans plenty of reasons to believe that something romantic might be developing.

Yet the clearest direct statements made by Sam and Olivia themselves have been denials, rather than confirmation.

As of 26 October 2026, there is no independently verified public confirmation that Sam Prince and Olivia Bentley are officially a couple or have genuinely moved in together.

Until either television personality clearly addresses their current relationship status, the question of whether they are dating remains unanswered.

And judging by the attention their recent appearances have attracted, it is a question Made in Chelsea viewers are unlikely to stop asking anytime soon.